New antibacterial isocoumarin glycosides from a wetland soil derived fungal strain Metarhizium anisopliae

Jie Feng Tian, Peng Ju Li, Xiao Xia Li, Ping Hua Sun, Hao Gao, Xing Zhong Liu, Peng Huang, Jin Shan Tang, Xin Sheng Yao

Research output: Contribution to journalArticlepeer-review

20 Citations (Scopus)

Abstract

Eight new isocoumarin glycosides (1-8) were obtained from the solid culture of the wetland soil-derived fungus Metarhizium anisopliae (No. DTH12-10). Their chemical structures were elucidated by analyses of HR ESI-TOF MS, 1H, 13C NMR, 1H-1H COSY, HSQC, and HMBC spectra. The absolute configurations were determined by single crystal X-ray diffraction, circular dichroism (CD) spectrum, and chemical derivatization methods. In addition, inhibition of the biofilm formation and the secretion of virulence factor of the new isocoumarin glycosides against Pseudomonas aeruginosa strain PAOA (clinical isolates) were evaluated. The result revealed that compound 1 showed antibacterial activity comparable with (Z)-4-bromo-5-(bromomethylene)-2(5H)-furanone (BF).

Original languageEnglish
Pages (from-to)1391-1396
Number of pages6
JournalBioorganic and Medicinal Chemistry Letters
Volume26
Issue number5
DOIs
Publication statusPublished - Mar 1 2016

Keywords

  • 3,4-Dihydroisocoumarin glycoside
  • Antibacterial activity
  • Biofilm inhibitory activity
  • Chemical constituents
  • Metarhizium anisopliae
  • Virulence factor secretion

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Medicine
  • Molecular Biology
  • Pharmaceutical Science
  • Drug Discovery
  • Clinical Biochemistry
  • Organic Chemistry

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